2-Cyclohexylacetaldehyde → 6-methyl-1-(cyclohexylmethyl)-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole hydrochloride

HRID 1440835Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1440835
[CH:1]1([CH2:7][CH:8]=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[ClH:10].[CH3:11][C:12]1[CH:23]=[C:22]2[C:15]([NH:16][CH:17]=[C:18]2[CH2:19][CH2:20][NH2:21])=[CH:14][CH:13]=1>C(O)C>[ClH:10].[CH3:11][C:12]1[CH:23]=[C:22]2[C:15](=[CH:14][CH:13]=1)[NH:16][C:17]1[CH:8]([CH2:7][CH:1]3[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]3)[NH:21][CH2:20][CH2:19][C:18]2=1

Komponenten

4

Edukt 2

HCID 3166272-CyclohexylacetaldehydeHCID 69171455-Methyltryptamine hydrochloride

Produkt 1

HCID 187022656-methyl-1-(cyclohexylmethyl)-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A suspension of cyclohexylacetaldehyde (631 mg , 5.0 mmol.) and 5-methyltryptamine hydrochloride (1.0 g, 4.3 mmol.) in ethanol (20 mL) was heated to reflux for 36 hours under nitrogen atmosphere. The reaction mixture was cooled to ambient temperature and the crude product isolated by filtration. The solid was triturated with ethanol and washed with diethyl ether. The product was isolated by filtration (731 mg). m/e=282, mp 230° C.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureto reflux for 36 hours under nitrogen atmosphere

Quellen und Nachweise

ORD-Eintrag
ord-5532afee3ee8495494aab8bc9df67446
Quelldatensatz
uspto-grants-1996_03
Patentnummer
US05500431

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